ArticleThe Journal of biological chemistry2014
Chrysanthemyl diphosphate synthase operates in planta as a bifunctional enzyme with chrysanthemol synthase activity.
Article in The Journal of biological chemistry, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.
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Who cites it
24 citing papers in PubMed, 51 citations in OpenAlex.
- Beyond Tanacetum cinerariifolium: Advances in Pyrethrins Biosynthesis and Prospects for Engineered Cell Factories.Molecular biotechnology · 2026Review
- Transcription factor McORA activates McHDR to enhance aphid-repelling (E)-β-farnesene biosynthesis in Matricaria chamomilla L.Plant cell reports · 2026Article
- Genome-scale Metabolic Modeling Guided Escherichia coli Engineering for De Novo Biosynthesis of Chrysanthemic Acid.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Efficient accumulation of new irregular monoterpene malonyl glucosides inFrontiers in plant science · 2025Article
- Four undescribed pyrethrins from seeds of Pyrethrum cinerariifolium and their aphidicidal activity.Natural products and bioprospecting · 2023Article
- Plant terpene specialized metabolism: complex networks or simple linear pathways?The Plant journal : for cell and molecular biology · 2023Review
- TcbZIP60 positively regulates pyrethrins biosynthesis inFrontiers in plant science · 2023Article
- TcMYB8, a R3-MYB Transcription Factor, Positively Regulates Pyrethrin Biosynthesis inInternational journal of molecular sciences · 2022Article
- TcGLIP GDSL Lipase Substrate Specificity Co-determines the Pyrethrin Composition inJournal of agricultural and food chemistry · 2022Article
- Overexpression ofPlants (Basel, Switzerland) · 2022Article
- Biofoundry-assisted expression and characterization of plant proteins.Synthetic biology (Oxford, England) · 2021Article
- How Plants Synthesize Pyrethrins: Safe and Biodegradable Insecticides.Trends in plant science · 2020Review
- Complete genome sequence of a boxwood endophyteBiotechnology reports (Amsterdam, Netherlands) · 2020Article
- A Trichome-Specific, Plastid-LocalizedFrontiers in plant science · 2020Article
- Pyrethrin Biosynthesis: The Cytochrome P450 Oxidoreductase CYP82Q3 Converts Jasmolone To Pyrethrolone.Plant physiology · 2019Article
- Defense of pyrethrum flowers: repelling herbivores and recruiting carnivores by producing aphid alarm pheromone.The New phytologist · 2019Article
- A Comprehensive Survey on the Terpene Synthase Gene Family Provides New Insight into Its Evolutionary Patterns.Genome biology and evolution · 2019Article
- Isoprenyl diphosphate synthases: the chain length determining step in terpene biosynthesis.Planta · 2019Review
- Jasmone Hydroxylase, a Key Enzyme in the Synthesis of the Alcohol Moiety of Pyrethrin Insecticides.Plant physiology · 2018Article
- Modification of chrysanthemum odour and taste with chrysanthemol synthase induces strong dual resistance against cotton aphids.Plant biotechnology journal · 2018Article
Corrections and comments
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Authors and funding
6 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Chrysanthemyl diphosphate synthase (CDS) is the first pathway-specific enzyme in the biosynthesis of pyrethrins, the most widely used plant-derived pesticide. CDS catalyzes c1'-2-3 cyclopropanation reactions of two molecules of dimethylallyl diphosphate (DMAPP) to yield chrysanthemyl diphosphate (CPP). Three proteins are known to catalyze this cyclopropanation reaction of terpene precursors. Two of them, phytoene and squalene synthase, are bifunctional enzymes with both prenyltransferase and terpene synthase activity. CDS, the other member, has been reported to perform only the prenyltransferase step. Here we show that the NDXXD catalytic motif of CDS, under the lower substrate conditions prevalent in plants, also catalyzes the next step, converting CPP into chrysanthemol by hydrolyzing the diphosphate moiety. The enzymatic hydrolysis reaction followed conventional Michaelis-Menten kinetics, with a Km value for CPP of 196 μm. For the chrysanthemol synthase activity, DMAPP competed with CPP as substrate. The DMAPP concentration required for half-maximal activity to produce chrysanthemol was ∼100 μm, and significant substrate inhibition was observed at elevated DMAPP concentrations. The N-terminal peptide of CDS was identified as a plastid-targeting peptide. Transgenic tobacco plants overexpressing CDS emitted chrysanthemol at a rate of 0.12-0.16 μg h(-1) g(-1) fresh weight. We propose that CDS should be renamed a chrysanthemol synthase utilizing DMAPP as substrate.
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